Hydrochloric Acid → N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide Hydrochloride

HRID 14088Notes

Reaction equation

HRID 14088 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:44]=[C:45]([F:47])[CH:46]=1)[CH2:5][C@H:6]([NH:21][C:22](=[O:43])[C:23]1[CH:37]=[C:36]([C:38]2[S:39][CH:40]=[CH:41][N:42]=2)[CH:35]=[C:25]([C:26]([N:28]([CH2:32][CH2:33][CH3:34])[CH2:29][CH2:30][CH3:31])=[O:27])[CH:24]=1)[C@H:7]([OH:20])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([CH3:19])[CH3:18])[CH:12]=1.[ClH:48]>C(OCC)C>[ClH:48].[F:1][C:2]1[CH:3]=[C:4]([CH:44]=[C:45]([F:47])[CH:46]=1)[CH2:5][C@H:6]([NH:21][C:22](=[O:43])[C:23]1[CH:37]=[C:36]([C:38]2[S:39][CH:40]=[CH:41][N:42]=2)[CH:35]=[C:25]([C:26]([N:28]([CH2:29][CH2:30][CH3:31])[CH2:32][CH2:33][CH3:34])=[O:27])[CH:24]=1)[C@H:7]([OH:20])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([CH3:19])[CH3:18])[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58802278N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide

Product 1

HCID 68608557N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide Hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide (180 mg, 0.27 mmol) is dissolved in diethyl ether (5 mL) and 1N hydrochloric acid in diethyl ether (2 mL) is added. The mixture is concentrated under reduced pressure to yield the title compound. ESI MS m/z 663.3 [M+H]+.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-c8b026d6ba7b44e3bbcb7e6535fbe9fe
Source dataset
uspto-grants-2010_06
Patent number
US07727997B2

Reaction notes

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